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Sailboats

Theresa Scott

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$97,900

Builder: Beneteau
Model Name: Oceanis 381
Length: 38 ft. 5 in.
Year: 1998

This 1998 Beneteau Oceanis 381 is a well‑loved, two‑owner cruising sailboat based in Seward, Alaska, offering the blend of comfort, performance, and reliability that made the Oceanis line so enduring. The current owner purchased the vessel 15 years ago and has sailed it regularly each summer, keeping it in clean and well‑maintained, interior condition reflects that. Powered by the reputable 50hp Westerbeke diesel, the boat delivers dependable propulsion for Alaska’s variable coastal conditions and very economical operation. A factory added aux tank increases the range when not sailing. Sail handling is made easy with Furling Main and Jib, along with reliable sails, thanks to a new mainsail being installed in 2022 and a new 130% Genoa added in 2021. The Oceanis 381’s spacious cockpit, comfortable salon, and practical two‑cabin layout make it an ideal cruiser for couples or families exploring Resurrection Bay and beyond. A 8' Maxim Dingy can be inflated for shore excursions. Its balanced hull and forgiving sail plan offer enjoyable performance whether day‑sailing or stretching out for longer passages. With only two owners since new and a long history of thoughtful stewardship, this Oceanis 381 stands out as a trustworthy, ready‑to‑sail cruiser in a market where well‑kept boats are increasingly hard to find. For buyers seeking a proven and comfortable freshly canvassed sailboat in Seward, this vessel represents excellent value.

Wild Is The Wind

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$44,900

Builder: Tashiba
Model Name: Tashiba 31
Length: 30 ft. 7 in.
Year: 1987

JUST REDUCED!

Wild is the Wind— a highly sought‑after Robert Perry‑designed bluewater cutter with timeless double‑ender lines and a beautifully finished teak interior. Proven from Washington to Alaska, this 31‑footer sails like a dream—light, fast, and exceptionally balanced. Her craftsmanship and thoughtful design make her equally at home on weekend cruises or ocean crossings. Inside, she offers a warm, inviting cabin with a roomy v‑berth, full galley, cozy saloon, and seating that converts to berths for five. Excellent ventilation, abundant storage, and Webasto diesel heat ensure year‑round comfort. Outfitted for adventure, she includes a new inflatable tender, reliable Yanmar diesel, electric windlass, and modern Raymarine electronics. With her graceful Norwegian‑style canoe stern, easy motion, and proven offshore pedigree, Wild is the Wind is ready to carry you confidently through Alaskan waters and beyond.

Kavik

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$115,000

Builder: Pouvreau
Model Name: 42' Expedition Cutter
Length: 42 ft. 0 in.
Year: 1986

This French‑built Expedition Cutter has covered many reliable miles under sail and continues to impress with its capability and condition. She carries a well‑maintained, continually upgraded sail inventory and is designed to be easily single‑handed. On deck, you’ll find quality rigging, dependable winches, and a spacious cockpit. All navigation electronics are conveniently located just inside the covered companionway, offering protection and easy access. Below deck, the warm teak interior provides a comfortable and inviting living space. Three double berths accommodate up to six passengers, and a gravity‑fed oil furnace keeps the cabin cozy in all conditions. The galley includes a double sink and a propane stove with oven, making meal preparation simple and efficient. She has an insulated aluminum double hull with doubled frames in the forward section. She’s toasty warm in cold weather. Also burly for heavy weather. She has a high volume entry which is preferable in ice as well as downwind sailing. It lends a more kindly behavior than a fine entry. Rounded entries are more stable overall. If you’re seeking a rugged, well‑equipped expedition sailboat that handles beautifully—whether crewed or single‑handed—look no further than Kavik.

Pearl

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$12,000

Builder: Cascade
Model Name: Sailboat
Length: 29 ft. 0 in.
Year: 1979

REDUCED to $12,000- in Juneau!

Adventure-Ready Cascade 29 – Classic Craftsmanship Meets Alaskan Spirit Set sail on your next chapter with this rare, one-owner Cascade 29—an iconic vessel built for open water and primed for salmon trolling in Alaska’s rugged beauty. Lovingly maintained and thoughtfully outfitted, she’s ideal for a fishing couple or easily handled solo. Onboard comfort includes a private head, cozy dinette, cooktop with oven, and reliable cabin heat—making life aboard both practical and inviting. Renowned for its superior craftsmanship and rock-solid construction, this Cascade 29 offers timeless durability and the freedom to roam.

Westwind

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$89,000

Builder: Formosa Boat Building Co.
Model Name: Yankee Clipper
Length: 40 ft. 8 in.
Year: 1978

Reduced to $89,000

REDUCED! Step aboard Westwind, this beautifully crafted 1978 Formosa Yankee Clipper-a William Gardner designed ketch built for serious offshore cruising and comfortable liveaboard life. With her sweeping clipper bow, teak accents, and full keel stability, she's a head turner in any harbor and a trusted companion at sea. The current owner has owned her since the early 90's and has sailed her around the world. In the mean time, he has added a water maker, re-done the entire vessel's water system and updated the electronics. Whether your dreaming of island-hopping or crossing oceans, this Formosa 41 is ready to take you there in style. Her timeless design and proven seaworthiness make her a rare find in today's market.
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